Methyl iodide → 4-(2,2,2-Trifluoro-1-methoxyethyl)pyridine-2-carbonitrile

HRID 1880764Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1880764
[F:1][C:2]([F:14])([F:13])[CH:3]([C:5]1[CH:10]=[CH:9][N:8]=[C:7]([C:11]#[N:12])[CH:6]=1)[OH:4].[C:15](=O)([O-])[O-].[K+].[K+].CI.[Cl-].[NH4+]>CN(C)C=O>[F:14][C:2]([F:1])([F:13])[CH:3]([C:5]1[CH:10]=[CH:9][N:8]=[C:7]([C:11]#[N:12])[CH:6]=1)[O:4][CH3:15]

Komponenten

6

Edukt 4

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 595703134-(2,2,2-Trifluoro-1-hydroxyethyl)pyridine-2-carbonitrile

Produkt 1

HCID 595703734-(2,2,2-Trifluoro-1-methoxyethyl)pyridine-2-carbonitrileAusbeute 46,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To 4 ml of dimethylformamide were added 0.4 g of 4-(2,2,2-trifluoro-1-hydroxyethyl)pyridine-2-carbonitrile, 0.33 g of potassium carbonate and 0.34 g of methyl iodide, and the mixture was stirred at room temperature for 20 hours. Thereafter, an aqueous saturated ammonium chloride solution was added to the reaction solution, the resultant solution was extracted with ethyl acetate three times, the organic layers were combined, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.2 g of 4-(2,2,2-trifluoro-1-methoxyethyl)pyridine-2-carbonitrile.

Aufarbeitung

  1. extractionthe resultant solution was extracted with ethyl acetate three times
  2. dry with materialdried with anhydrous magnesium sulfate
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-388a4c6435284c00bd9126b5c2a66ade
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08318776B2

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